Chicago, known as the “Windy City,” is a bustling metropolis filled with iconic landmarks, rich history, incredible architecture, and a thriving arts scene. Whether you’re visiting for the first time or returning to explore more, Chicago offers a wide range of attractions that will leave you in awe. In this guide, I’ll walk you through some of the must-see attractions that every first-time visitor to Chicago should experience.
1. Millennium Park
Millennium Park is often the first stop for many tourists, and for good reason. Situated in the heart of downtown Chicago, this 25-acre park is home to one of the city’s most iconic landmarks – Cloud Gate, affectionately known as “The Bean.” Designed by British artist Anish Kapoor, The Bean is a giant, reflective sculpture that mirrors the city’s skyline and the people around it. Taking a photo here is practically a rite of passage for any Chicago visitor.
Millennium Park is also home to the Jay Pritzker Pavilion, a stunning outdoor concert venue designed by renowned architect Frank Gehry. During the summer months, you can catch free concerts and events here, making it a perfect spot to unwind and soak in some culture. Additionally, the Lurie Garden offers a peaceful retreat within the park, showcasing beautiful native plants and flowers.
- How to Get There: Millennium Park is located at 201 E Randolph St, easily accessible by walking from most downtown locations. The park is also serviced by several bus and “L” train lines.
- Tips: Arrive early in the day for fewer crowds around The Bean, and don’t forget to explore the surrounding areas like Maggie Daley Park and the Art Institute of Chicago, which is just a short walk away.
2. Navy Pier
No visit to Chicago is complete without a trip to Navy Pier. This 3,300-foot-long pier extends into Lake Michigan and offers a variety of entertainment, dining, and shopping options. One of its most notable features is the Centennial Wheel, a 200-foot Ferris wheel that provides stunning views of the Chicago skyline and Lake Michigan. The ride is slow and smooth, giving you plenty of time to take in the scenery and snap photos.
Navy Pier is also home to the Chicago Shakespeare Theater, Children’s Museum, and an IMAX theater, making it a destination for visitors of all ages. During the summer, you can catch fireworks displays every Wednesday and Saturday night, adding an extra layer of excitement to your visit.
- How to Get There: Located at 600 E Grand Ave, Navy Pier is a 20-minute walk from Millennium Park. You can also take a water taxi from various locations along the Chicago River or hop on a bus.
- Tips: Navy Pier can get very crowded during weekends and holidays, so if possible, visit on a weekday. Consider taking a boat tour from Navy Pier to see the Chicago skyline from the water.
3. Art Institute of Chicago
For art lovers, the Art Institute of Chicago is a treasure trove of world-class collections. Housed in a Beaux-Arts building on Michigan Avenue, the museum features over 300,000 pieces of art, including famous works like Grant Wood’s “American Gothic”, Georges Seurat’s “A Sunday on La Grande Jatte”, and Vincent van Gogh’s self-portrait.
One of the museum’s highlights is its Impressionist and Post-Impressionist collection, which is considered one of the finest in the world. You can easily spend hours wandering through the various exhibits, from ancient art to modern and contemporary installations.
- How to Get There: The museum is located at 111 S Michigan Ave, just a short walk from Millennium Park.
- Tips: Admission is free for Illinois residents on certain days, so check the museum’s website in advance. Allocate at least 2-3 hours to fully explore the galleries, and take advantage of the museum’s audio guide for a more immersive experience.
4. Willis Tower Skydeck
Formerly known as the Sears Tower, Willis Tower is an iconic part of Chicago’s skyline. Standing at 1,450 feet, it was once the tallest building in the world. Today, visitors flock to the Skydeck on the 103rd floor for unparalleled views of the city and beyond. On a clear day, you can see up to four states – Illinois, Indiana, Wisconsin, and Michigan.
One of the Skydeck’s most thrilling features is The Ledge, a glass balcony that extends out from the building, allowing you to look straight down at the streets 1,353 feet below. It’s an adrenaline-pumping experience that’s not for the faint-hearted, but the views are absolutely worth it.
- How to Get There: Willis Tower is located at 233 S Wacker Dr, and the Skydeck entrance is on Jackson Boulevard. It’s easily accessible by bus or train, or by walking from downtown locations.
- Tips: Visit early in the morning or late in the evening to avoid long lines. Sunset is an especially popular time to visit, as the city lights up and creates a stunning backdrop for photos.
5. The Magnificent Mile
Chicago’s Magnificent Mile is a shopper’s paradise. Stretching along Michigan Avenue from the Chicago River to Oak Street, this upscale shopping district is home to high-end retailers, department stores, luxury boutiques, and iconic landmarks like the John Hancock Center and the Wrigley Building.
Even if shopping isn’t on your agenda, The Magnificent Mile is worth exploring for its impressive architecture and vibrant atmosphere. The area is also dotted with excellent restaurants, bars, and cafes, making it a great place to stop for a meal or a drink while exploring the city.
- How to Get There: The Magnificent Mile is located along Michigan Avenue in the downtown area. It’s easily accessible by walking or taking public transportation.
- Tips: If you’re planning to do some shopping, be sure to wear comfortable shoes, as there’s a lot of ground to cover. Also, consider visiting in the evening when the street is beautifully lit up.
6. Chicago Riverwalk
The Chicago Riverwalk is one of the city’s most scenic spots, offering stunning views of the city’s architectural marvels along the Chicago River. Stretching for 1.25 miles, the Riverwalk is a pedestrian-friendly path lined with restaurants, bars, parks, and public art. It’s the perfect place for a leisurely stroll, bike ride, or even a boat tour.
Along the Riverwalk, you can take in views of famous buildings like the Wrigley Building, Tribune Tower, and Marina City. If you’re a fan of architecture, consider joining a riverboat tour that delves into the history and design of the city’s iconic skyline.
- How to Get There: The Riverwalk is easily accessible from various points in downtown Chicago, with entrances along Wacker Drive.
- Tips: If you’re visiting during the warmer months, consider renting a kayak or paddleboard for a unique perspective of the city from the water.
7. Field Museum of Natural History
If you’re a history buff or traveling with kids, the Field Museum of Natural History is a must-visit. This world-renowned museum houses over 40 million artifacts and specimens, including Sue, the most complete T. rex skeleton ever discovered. The museum’s permanent exhibits cover a wide range of topics, from ancient Egypt to Native American cultures and the evolution of life on Earth.
One of the museum’s highlights is the Evolving Planet exhibit, which traces the history of life on Earth over 4 billion years. It’s a fascinating journey through time, complete with life-sized dinosaur skeletons, interactive displays, and immersive environments.
- How to Get There: The Field Museum is located at 1400 S Lake Shore Dr, part of the Museum Campus area. It’s easily accessible by bus or train, and there’s also parking available nearby.
- Tips: The museum can get crowded, especially on weekends and holidays, so arrive early to avoid long lines. Consider purchasing a CityPASS for discounted admission to multiple Chicago attractions, including the Field Museum.
Chicago is a city full of diverse experiences, from its impressive architecture and world-class museums to its lively parks and waterfront areas. Whether you’re exploring the bustling downtown or venturing to quieter neighborhoods, Chicago offers something for everyone.
